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Merck
CN

06856

Duroquinone

TraceCERT®

Synonym(s):

2,3,5,6-Tetramethyl-1,4-benzoquinone, Tetramethyl-p-benzoquinone

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About This Item

Empirical Formula (Hill Notation):
C10H12O2
CAS Number:
527-17-3
Molecular Weight:
164.20
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329748289
EC Number:
208-409-8
Beilstein/REAXYS Number:
1909128
MDL number:
MFCD00001604

Key Documents

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InChI key

WAMKWBHYPYBEJY-UHFFFAOYSA-N

InChI

1S/C10H12O2/c1-5-6(2)10(12)8(4)7(3)9(5)11/h1-4H3

SMILES string

CC1=C(C)C(=O)C(C)=C(C)C1=O

grade

certified reference material, TraceCERT®

description

qNMR Standard for organic solvents (2 ppm)

product line

TraceCERT®

shelf life

limited shelf life, expiry date on the label

storage condition

under inert gas (Argon)

technique(s)

gas chromatography (GC): suitable, qNMR: suitable ((standard)), qNMR: suitable

Quality Level

300

application(s)

cleaning products
cosmetics
environmental
flavors and fragrances
food and beverages
personal care
pharmaceutical

format

neat

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to SI unit kg and measured against primary material from an NMI, e.g. NIST.
Certified content incl. uncertainty and expiry date are given on the label. Information about trace impurities are stated on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

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Other Notes

Chemcial Shift: 2 ppm (chemical shifts may slightly vary depending on the experimental conditions)
Suitable NMR solvents: CDCl3
Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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R A Rothery et al.
Biochemistry, 40(17), 5260-5268 (2001-04-25)
We have investigated the functional relationship between three of the prosthetic groups of Escherichia coli nitrate reductase A (NarGHI): the two hemes of the membrane anchor subunit (NarI) and the [3Fe-4S] cluster of the electron-transfer subunit (NarH). In two site-directed
Marilyn P Merker et al.
American journal of physiology. Lung cellular and molecular physiology, 290(3), L607-L619 (2005-10-26)
The objective of this study was to examine the impact of chronic hyperoxic exposure (95% O2 for 48 h) on intact bovine pulmonary arterial endothelial cell redox metabolism of 2,3,5,6-tetramethyl-1,4-benzoquinone (duroquinone, DQ). DQ or durohydroquinone (DQH2) was added to normoxic
Bingsheng Zhou et al.
Aquatic toxicology (Amsterdam, Netherlands), 77(2), 136-142 (2006-01-18)
Toxicity of many waterborne organic contaminants to aquatic organisms is mediated through oxidative damages resulting from the production of reactive oxygen species (ROS). Using duroquinone as a model ROS inducer, we carried out in vitro and in vivo experiments to
Zhigang Zhou et al.
Biochemistry, 42(7), 1985-1994 (2003-02-20)
NAD(P)H/quinone acceptor oxidoreductase type 1 (QR1) protects cells from cytotoxic and neoplastic effects of quinones though two-electron reduction. Kinetic experiments, docking, and binding affinity calculations were performed on a series of structurally varied quinone substrates. A good correlation between calculated
Gad Asher et al.
Biochemistry, 45(20), 6372-6378 (2006-05-17)
NAD(P)H quinone oxidoreductase 1 (NQO1) is a ubiquitous flavoenzyme that catalyzes two-electron reduction of quinones to hydroquinones utilizing NAD(P)H as an electron donor. NQO1 binds and stabilizes several short-lived proteins including the tumor suppressors p53 and p73 and the enzyme
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